N Park Ave, Florida, USA
Photo by Jeff Greenberg / age fotostock
Winter Park This affluent, lake-filled suburb offers the anti–theme park experience just a few minutes east of downtown Orlando. There’s something decidedly European about strolling along its main shopping and dining street, Park Avenue, which is lined with cute little cafés and independent boutiques. Bringing further sophistication to the town is Rollins College, a private university with a stunning campus, and cultural attractions like the Charles Hosmer Morse Museum, which houses the most comprehensive collection of Louis Comfort Tiffany glassworks anywhere. Plan your visit around the farmers’ market, held every Saturday at the historic train depot in the center of town, or the nationally lauded Winter Park Sidewalk Art Festival, which occurs every March.